Monteprandone Vacations from $1,561

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Your Monteprandone Vacation

The rich history and spectacular views are just the start of the things Monteprandone has on offer. Enjoy the sights and sounds of this city your way with a tailor-made Monteprandone vacation package. Palazzina Azzurra, Riviera delle Palme Stadium and Tower of Gualtieri are just some of the many attractions you'll want to check out during your trip to Monteprandone. Whoever you're taking a break with and whatever you want to spend, your dream Monteprandone vacation is only clicks away with Expedia.

The Latest Monteprandone vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Sorella Luna

Hotel Sorella Luna

3 out of 5
Assisi Historic Center
Price was $1,704, price is now $1,561 per person
$1,561
per person
Jul 10 - Jul 15
found 6 hours ago
Roundtrip flight included
Los Angeles (QLA) to Ancona (AOI)
9.4/10 Exceptional! (267 reviews)
The experience was amazing!! The staff so great!!! And helpfully. Breakfast great!!! Location wow!!! Everything was wonderful!!! 100% recommend

Reviewed on Apr 21, 2026

Nun Assisi Relais Spa Museum

Nun Assisi Relais Spa Museum

5 out of 5
Assisi Historic Center
Price was $2,852, price is now $2,570 per person
$2,570
per person
Jul 10 - Jul 15
found 6 hours ago
Roundtrip flight included
Los Angeles (QLA) to Ancona (AOI)
9.8/10 Exceptional! (189 reviews)
It's a beautiful property overall

Reviewed on Sep 16, 2025

Il Palazzo

Il Palazzo

3 out of 5
Assisi Historic Center
Price was $1,746, price is now $1,623 per person
$1,623
per person
Jul 10 - Jul 15
found 6 hours ago
Roundtrip flight included
Los Angeles (QLA) to Ancona (AOI)
9.6/10 Exceptional! (483 reviews)
The staff was fantastic, and the rooms were spotless. The hotel is conveniently located in the heart of the city.

Reviewed on Apr 21, 2026

TH Assisi - Hotel Cenacolo

TH Assisi - Hotel Cenacolo

4 out of 5
Price was $1,676, price is now $1,573 per person
$1,573
per person
Jul 10 - Jul 15
found 6 hours ago
Roundtrip flight included
Los Angeles (QLA) to Ancona (AOI)
9.2/10 Wonderful! (661 reviews)
Great location when you go to Assisi by car

Reviewed on Apr 20, 2026

Hotel Valle di Assisi Spa & Golf

Hotel Valle di Assisi Spa & Golf

4 out of 5
Price was $1,756, price is now $1,655 per person
$1,655
per person
Jul 10 - Jul 15
found 6 hours ago
Roundtrip flight included
Los Angeles (QLA) to Ancona (AOI)
9.2/10 Wonderful! (209 reviews)
Very friendly and helpfull staff. Good restaurant. Golf course is a joke, but in a funny way. Good location near Assisi.

Reviewed on May 1, 2026

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Monteprandone Hotel Deals

Vacation home "The Old Boat"

Vacation home "The Old Boat"

MONTEPRANDONE Provincia di Ascoli Piceno
10/10 Exceptional! (1 review)
Entspannung und Sonne
Die Wohnung war sehr schön eingerichtet und sehr sauber. Der Gastgeber war immer verfügbar und hat sich sofort um alle Anliegen gekümmert. Die Lage des Hauses ist ideal für Gäste, die Ruhe suchen.

Reviewed on Aug 17, 2022

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Vacation home "The Old Boat"
B&B Palazzo Mestichelli

B&B Palazzo Mestichelli

Via Borgo da Mare, 25 Monteprandone AP
$106 nightly
The price is $117 total per night from May 10 to May 11
$117 total
May 10 - May 11
Total with taxes and fees
9.8/10 Exceptional! (9 reviews)
Lucia is such a caretaker, making breakfast and making sure we always had water and helping us with taxis when needed and overall just making our stay very easy and pleasant. Her palazzo is beautiful and made our stay feel very authentic.

Reviewed on Jul 19, 2025

B&B Palazzo Mestichelli
Elegant villa with pool 15 minutes from the beach of San Benedetto del Tronto

Elegant villa with pool 15 minutes from the beach of San Benedetto del Tronto

Monteprandone Ascoli Piceno
Get rates
Elegant villa with pool 15 minutes from the beach of San Benedetto del Tronto
See all 1,506 properties in Monteprandone
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Monteprandone Vacation Packages

Monteprandone Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
1,450
Max Temp Winter
50ºF
Max Temp Summer
80ºF
Top Sights
Le Caniette, Teatro Serpente Aureo and Vigneti Vallorani

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Frequently asked questions

How much does a Monteprandone vacation package cost?
You can snap up a vacation package to this popular destination from $1,561 on Expedia. But how much your vacation to Monteprandone costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Monteprandone?
If you're hoping to book a cheap Monteprandone vacation package, consider visiting in November, December and January. You'll usually find lower prices on hotels and airfares during these quieter months — perfect for a budget-friendly break.
How many days is enough for Monteprandone?
Generally, a handful of days is enough to tick off the top sights during your Monteprandone vacation. But if you prefer to have some time to chill out or take day tours, think about extending your itinerary.
How to find the best Monteprandone package deals?
Use Expedia's handy filters to find some of the best Monteprandone package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Monteprandone package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Monteprandone vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging hotels and flights separately. Better still, you can customize your Monteprandone getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Monteprandone?
If you're considering an impromptu Monteprandone adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Monteprandone vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Monteprandone trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.